US5288486A - Alcohol-based antimicrobial compositions - Google Patents
Alcohol-based antimicrobial compositions Download PDFInfo
- Publication number
- US5288486A US5288486A US07/676,412 US67641291A US5288486A US 5288486 A US5288486 A US 5288486A US 67641291 A US67641291 A US 67641291A US 5288486 A US5288486 A US 5288486A
- Authority
- US
- United States
- Prior art keywords
- alcohol
- klucel
- skin
- ipa
- hydroxypropyl cellulose
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/24—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients to enhance the sticking of the active ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/38—Cellulose; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Definitions
- Alcohol-based skin disinfectants because of their high vapor pressure, evaporate quickly. Thus, when they are applied to skin, alcohol concentration and contact time with bacteria and other microorganisms are minimized due to evaporative loss.
- the inventor has discovered a method of decreasing evaporation of alcohol skin disinfectants comprising adding alcohol-soluble viscosifying agents to these disinfectants, thereby increasing the exposure time and alcohol concentration of the disinfectant on the skin.
- Alcohol solutions containing 30-90%, by weight, alcohol are often used by healthcare personnel to disinfect hands and for localized skin disinfection at the site of an invasive medical procedure. These alcohol compositions are very drying to the skin, evaporate quickly, and are easily spilled due to their watery nature. These shortcomings are overcome by the instantly claimed method and compositions.
- the instant invention is directed to a method for enhancing the efficacy of alcohol-based skin disinfectants or antiseptics comprising adding about 0.1 to about 10 percent, based on total formulation weight, of at least one alcohol-soluble viscosifying agent to said alcohol-based disinfectant or antiseptic, thereby retarding evaportion of said alcohol-based disinfectant or antiseptic and increasing its contact time with the skin being treated and its antimicrobial effectiveness.
- the instant invention is also directed to improved alcohol-based skin disinfectants or antiseptics which comprise 30-90%, based on total formulation weight, of an alcohol, 0.1 to 10%, by weight, based on total formulation weight, an alcohol-soluble viscosifying agent and the balance water.
- the present invention employs a viscosifying agent to retard alcohol evaporation, thereby allowing more efficient use of alcohols as skin disinfectants or antiseptics.
- viscosifying agent refers to any chemical compound which tends to thicken an alcohol/water composition, thereby lessening the evaporation rate of the alcohol. Any alcohol-soluble viscosifying agent can be used. Preferred viscosifying agents are selected from the group consisting of hydroxypropyl cellulose polymers, polyvinyl pyrrlidones, and polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with a trimethyl ammonium substituted epoxide.
- these preferred viscosifying agents are polymers with molecular weights sufficient to produce composition viscosities of at least 40 centipoise, when added to alcohol-based antimicrobial compositions at recommended dosages. More preferably, the viscosifiers produce viscosities of about 50 to about 500 cps in the final compositions.
- the alcohol-soluble viscosifying agent should be added to an alcohol composition at a dosage of from about 0.1 to about 10%, based on total formulation weight.
- the viscosifying agent should be added at a dosage of from about 0.1 to 5%, based on total formulation weight, and most preferably, the dosage should be 0.5 to 2.0%, based on total formulation weight.
- hydroxypropyl cellulose polymers Most preferred as viscosifying agents are hydroxypropyl cellulose polymers.
- Klucel HF and Klucel EF which are hydroxypropyl cellulose ethers having molecular weights of about 1,000,000 and 60,000, respectively. These products are commercially available from Hercules, Incorporated. Hydroxypropyl cellulose polymers substantially reduce evaporation loss, thereby improving antibacterial efficacy.
- Alcohol-based skin disinfectants and antiseptics are well-known in the art.
- the terms "disinfectant” and "antiseptic” refer to those mixtures which are applied to skin for the purpose of killing bacteria and microorganisms on the skin. Such mixtures may be used as surgical scrub hand washes, patient pre-operative preparations, and as general healthcare hand washes. Other uses will become apparent to those skilled in the art and are intended to be within the scope of this invention.
- n-propyl alcohol isopropyl alcohol and ethyl alcohol.
- n-propyl alcohol is better than isopropyl alcohol, which in turn is better than ethyl alcohol.
- the instant disinfectant compositions comprise: 30-90%, based on total formulation weight, an alcohol; 0.1-10%, based on total formulation weight, an alcohol-soluble viscosifying agent; and the balance water.
- the alcohol concentration based on total formulation weight, is 50-70%, and most preferably, 55-65%.
- these compositions may contain fragrances, coloring agents, detackifiers such as cetyl lactate and additional antimicrobials without departing from the spirit of this invention.
- the following examples demonstrate the retardation of alcohol evaporation using viscosifying agents. Additionally, these examples demonstrate the antimicrobial efficacy of evaporation-stabilized, alcohol-based disinfectant/antiseptic compositions using pig skins as test substrates.
- Mature adult pig hides from freshly killed pigs were obtained from a slaughterhouse. The hides were washed using cold water and dehaired using a large animal clipper. After dehairing, the hides were cut into smaller sections with a scalpel, rinsed in cold water, placed in plastic bags, sealed and frozen.
- each pigskin was tested for the presence of residual antibiotics.
- the method used was to randomly cut plugs, using a #7 cork borer, from the hide being tested and place them skin side down onto individual agar plates seeded with the test organisms. If a zone of inhibition surrounding the plug developed, the skin contained residual antibiotics and was not used.
- a section of pig skin was thawed, destubbled using a disposable razor, and defatted using a scalpel.
- the skin section was then rinsed in cold tap water and cut into 3 cm ⁇ 3 cm pieces using a scalpel.
- the 3 cm ⁇ 3 cm pieces were glued onto individual mounting holders (plastic caps approximately 4 to 5 cm in diameter or other suitable holders) with epoxy adhesive such that the skin surface was exposed.
- Two pieces of mounted skin were used for each sample tested.
- the mounted skins were placed into 100 ⁇ 20 mm petri dishes which contained a 7.0 cm filter paper disc moistened with approximately 1 ml of water to prevent drying.
- the prepared skins were placed in a refrigerator overnight.
- Suspensions of the various organisms were made by overlaying an overnight agar slant culture with 10 mls of Butterfield Buffer and gently rubbing the agar surface with a sterile pipet. These suspensions were mixed together to give a mixed inoculum of approximately 10 9 microorganisms per ml. This mixed inoculum was further diluted to give either 10 7 or 10 5 organisms per ml depending upon the test conditions desired.
- One of two pieces of skin was inoculated with 0.1 ml of the diluted inoculum. The two pieces of skin were then rubbed together for 15 seconds and incubated at 30° C. for either 15 minutes or up to 2 hours depending on test conditions desired.
- Imprints were made by inverting the mounting holder anct pressing the treated skin onto the agar surface. Imprints were made after 3, 10 and 30 minutes and 1 hour. The plates were graded to indicate the extent of organism growth in the imprint. All of the samples were coded and graded blind to eliminate operator bias.
- test solution was added near the center of two thicknesses of 12.5 cm filter paper in a large 150 mm petri dish.
- the dish was placed on a top loading balance sensitive to 0.01 g which was shielded on three sides and top against drafts and, as extra precaution, the air conditioner was turned off during the test period.
- Weight readings were made each 30 seconds over a six-minute period demonstrating uniformity of loss over this period. Values reported are the average loss/minute over six minutes in mg/min. Each value reported represents a separate observation series.
Abstract
Description
TABLE I __________________________________________________________________________ Evaporation Rate-Pigskin Imprint Biological Comparison Average Alcohol Viscosifier Evaporation Coverage Rating** Example 4 ml Sample Loss mg/min Imprint Imprint Imprint Imprint No. (% b/v) (% w/w) Run 1 Run 2 2 min. 10 min. 30 min. 1 hour __________________________________________________________________________ 1 40% IPA 0% Klucel 6.67 7.80 2 40% IPA 0.25% Klucel 4.17 4.17 3 40% IPA 0.5% Klucel 2.67 3.00 4 60% IPA 0% Klucel 7.5* 5.67* 10 10 10 10 5 60% IPA 0.25% Klucel 3.50 3.00 10 9.5 10 9.5 6 60% IPA 0.5% Klucel 3.16 2.83 9.5 10 9.5 9 7 60% IPA 1.0 Klucel 2.0 1.67 3 4 4 4 8 60% IPA 3.0% Klucel -- -- 3 3 3 3 9 80% IPA 0% Klucel 8.33* 4.33* 1.5 2 2 2 7.50 7.17 10 80% IPA 0.25% Klucel 4.00 3.33 11 80% IPA 0.5% Klucel 3.00 4.16 12 80% IPA 0.5% Klucel -- -- 1 1.5 1.5 1 13 60% n-Propanol 0.0% Klucel -- -- -- 5 5 5 14 60% n-Propanol 0.5% Klucel -- -- -- 2 2 2 15 60% n-Propanol 0.75% Klucel -- -- -- 2 2 16 60% IPA 0.5% Klucel and -- -- -- 6.5 5.5 5.0 0.2% UCAR 17 60% IPA 0.5% Klucel and -- -- -- 3.0 3.5 3.5 0.5% UCAR 18 60% IPA 0.5% Klucel and -- -- -- 2.5 2.5 2.5 0.5% UCAR 19 40% IPA 0% Klucel -- -- 10 10 10 10 20 40% IPA 0.5% Klucel -- -- 8 8.5 8.5 8 21 40% IPA 1.0% Klucel -- -- 9.5 9.5 9.5 9.5 22 40% IPA 2.0% Klucel -- -- 8 8 7.5 7.5 23 60% Ethanol 0% Klucel 5.67 8.17 7.5 7 6 5 24 60% Ethanol 0.5% Klucel 1.67 2.5 6 6 5 4 1.33 -- Use 2 ml Sample: 25 60 % IPA 0% Klucel 4.83 6.67 26 60% IPA 0.5% Klucel 2.17 2.00 Use 6 ml Sample: 27 60% IPA 0% Klucel 8.83 8.67 28 60% IPA 0.5% Klucel 3.83 3.67 __________________________________________________________________________ *Average of two tests. **Coverage Rating: 0 = No growth 10 = 100% coverage 5 = 50% coverage. Klucel = Klucel HF (hydroxypropyl cellulose), unless otherwise indicated as Klucel EF, available from Hercules, Inc. UCAR = Ucare Polymer JR400 (quaternary ammonium salt of hydroxyethyl cellulose reacted with trimethylammonium substituted epoxides), available from Union Carbide Corporation. These examples demonstrate evaporation retardation and the improved antibacterial activity of the instant invention.
Claims (2)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US07/676,412 US5288486A (en) | 1985-10-28 | 1991-03-29 | Alcohol-based antimicrobial compositions |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US79166885A | 1985-10-28 | 1985-10-28 | |
US715987A | 1987-01-26 | 1987-01-26 | |
US07/676,412 US5288486A (en) | 1985-10-28 | 1991-03-29 | Alcohol-based antimicrobial compositions |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US715987A Continuation | 1985-10-28 | 1987-01-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
US5288486A true US5288486A (en) | 1994-02-22 |
Family
ID=27358296
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US07/676,412 Expired - Lifetime US5288486A (en) | 1985-10-28 | 1991-03-29 | Alcohol-based antimicrobial compositions |
Country Status (1)
Country | Link |
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US (1) | US5288486A (en) |
Cited By (44)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5635462A (en) * | 1994-07-08 | 1997-06-03 | Gojo Industries, Inc. | Antimicrobial cleansing compositions |
WO1997033634A1 (en) * | 1996-03-12 | 1997-09-18 | Adolor Corporation | Film-forming compositions of antihyperalgesic opiates and method of treating hyperalgesic conditions therewith |
US5972358A (en) * | 1998-01-20 | 1999-10-26 | Ethicon, Inc. | Low tack lotion, gels and creams |
US5981605A (en) * | 1994-03-21 | 1999-11-09 | John Brown Thomsen | Gel for treatment of skin diseases and for disinfection of the skin |
US5997893A (en) * | 1998-01-20 | 1999-12-07 | Ethicon, Inc. | Alcohol based anti-microbial compositions with cosmetic appearance |
US6022551A (en) * | 1998-01-20 | 2000-02-08 | Ethicon, Inc. | Antimicrobial composition |
US6107268A (en) * | 1999-04-16 | 2000-08-22 | Kimberly-Clark Worldwide, Inc. | Sorbent material |
KR20000064060A (en) * | 2000-08-18 | 2000-11-06 | 김대원 | Waterless hand sanitizer |
US6146651A (en) * | 1995-04-24 | 2000-11-14 | Novapharm Research (Australia) Pty Limited | Non-woven fabric treated with a biocidal composition and a method of impregnating fabric to prevent rot |
WO2000078275A2 (en) * | 1999-06-23 | 2000-12-28 | The Dial Corporation | Antibacterial compositions |
US6183766B1 (en) | 1999-02-12 | 2001-02-06 | The Procter & Gamble Company | Skin sanitizing compositions |
US6228385B1 (en) | 1999-03-15 | 2001-05-08 | Kimberly-Clark Worldwide Inc. | Liquid antimicrobial, skin moisturizing formulation |
US6248343B1 (en) | 1998-01-20 | 2001-06-19 | Ethicon, Inc. | Therapeutic antimicrobial compositions |
US6355583B1 (en) | 1998-05-30 | 2002-03-12 | Kimberly-Clark Worldwide, Inc. | Multi-functional sorbent material |
US6417154B1 (en) | 1998-05-30 | 2002-07-09 | Kimberly-Clark Worldwide, Inc. | Sorbent material |
US6423329B1 (en) | 1999-02-12 | 2002-07-23 | The Procter & Gamble Company | Skin sanitizing compositions |
US6451748B1 (en) | 1999-06-23 | 2002-09-17 | The Dial Corporation | Compositions containing a high percent saturation concentration of antibacterial agent |
US20030125224A1 (en) * | 1999-06-23 | 2003-07-03 | Seitz Earl P. | Compositions having enhanced deposition of a topically active compound on a surface |
US20030211066A1 (en) * | 1995-06-22 | 2003-11-13 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US20030215418A1 (en) * | 1997-01-09 | 2003-11-20 | 3M Innovative Properties Company | Hydroalcoholic compositions thickened using polymers |
US6730294B1 (en) | 1995-04-24 | 2004-05-04 | Novapharm Research (Australia) Pty Limited | Method of forming a water soluble biocidal film on a solid surface |
US20060039942A1 (en) * | 2004-08-20 | 2006-02-23 | Greten Zachariah C | Enhanced activity alcohol-based antimicrobial compositions |
US20060074029A1 (en) * | 2004-10-04 | 2006-04-06 | Scott Leece | Topical antimicrobial composition having improved moisturization properties |
US20060078484A1 (en) * | 2004-10-13 | 2006-04-13 | Greep Darcy W | Wearable hand sanitation devices |
US20060121071A1 (en) * | 1995-06-22 | 2006-06-08 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US7112559B1 (en) | 2005-03-14 | 2006-09-26 | Ecolab Inc. | Thickened quaternary ammonium compound sanitizer |
US20060263396A1 (en) * | 1995-06-22 | 2006-11-23 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US20090130157A1 (en) * | 2005-12-14 | 2009-05-21 | Ylitalo Caroline M | Antimicrobial Adhesive Films |
US20090155451A1 (en) * | 2005-12-14 | 2009-06-18 | Ylitalo Caroline M | Antimicrobial coating system |
US20090226497A1 (en) * | 2008-03-07 | 2009-09-10 | Kimberly-Clark Worldwide, Inc. | Alcohol Antimicrobial Skin Sanitizing Compositions Including Cationic Compatible Thickeners |
US7651990B2 (en) | 2005-06-13 | 2010-01-26 | 3M Innovative Properties Company | Foamable alcohol compositions comprising alcohol and a silicone surfactant, systems and methods of use |
US7683018B2 (en) | 2003-09-29 | 2010-03-23 | Deb Worldwide Healthcare Inc. | High alcohol content gel-like and foaming compositions comprising an anionic phosphate fluorosurfactant |
WO2010063988A1 (en) * | 2008-12-03 | 2010-06-10 | Reckitt & Colman (Overseas) Limited | Germicidal topical compositions |
US20100240799A1 (en) * | 2007-06-13 | 2010-09-23 | 3M Innovative Properties Company | Antimicrobial film-forming composition, antimicrobial film, and method of verifying the presence of an antimicrobial film |
WO2010126670A2 (en) | 2009-03-27 | 2010-11-04 | Gojo Industries, Inc. | Compositions and methods for screening and using compounds antagonizing spore-surface interactions |
US20110104079A1 (en) * | 2005-12-28 | 2011-05-05 | Marcia Snyder | Foamable alcoholic composition |
US20110175509A1 (en) * | 2010-01-18 | 2011-07-21 | Remis Gesellschaft Fuer Entwicklung Und Vertrieb Technischer Elemente Mbh | Refrigerated cabinet with door assembly |
US20110229544A1 (en) * | 2008-11-26 | 2011-09-22 | Viroblock S.A. | Methods for Inhibiting Gram-Postive Bacteria Using Non-Phospholipid Lipid Vesicules |
US8124115B2 (en) | 2004-12-21 | 2012-02-28 | Dep Ip Limited | Alcoholic pump foam |
US8263098B2 (en) | 2005-03-07 | 2012-09-11 | Deb Worldwide Healthcare Inc. | High alcohol content foaming compositions with silicone-based surfactants |
US20140272021A1 (en) * | 2013-03-14 | 2014-09-18 | Multisorb Technologies, Inc. | Ethyl alcohol emitting package for baked goods |
US9497962B1 (en) * | 2013-12-24 | 2016-11-22 | S.Ltech Llc | Hydroalcoholic foaming sanitizer |
US10426747B2 (en) * | 2013-05-01 | 2019-10-01 | Lanny Leo Johnson | Antimicrobials and methods of use thereof |
WO2022223589A3 (en) * | 2021-04-21 | 2022-12-29 | Unilever Ip Holdings B.V. | Antimicrobial composition |
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Cited By (70)
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---|---|---|---|---|
US5981605A (en) * | 1994-03-21 | 1999-11-09 | John Brown Thomsen | Gel for treatment of skin diseases and for disinfection of the skin |
US6342537B1 (en) | 1994-03-21 | 2002-01-29 | John Brown Thomsen | Gel for treatment of skin diseases and for disinfection of the skin |
US5635462A (en) * | 1994-07-08 | 1997-06-03 | Gojo Industries, Inc. | Antimicrobial cleansing compositions |
US6146651A (en) * | 1995-04-24 | 2000-11-14 | Novapharm Research (Australia) Pty Limited | Non-woven fabric treated with a biocidal composition and a method of impregnating fabric to prevent rot |
US6730294B1 (en) | 1995-04-24 | 2004-05-04 | Novapharm Research (Australia) Pty Limited | Method of forming a water soluble biocidal film on a solid surface |
US20030211066A1 (en) * | 1995-06-22 | 2003-11-13 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US20100331422A1 (en) * | 1995-06-22 | 2010-12-30 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US20060121071A1 (en) * | 1995-06-22 | 2006-06-08 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US7803390B2 (en) | 1995-06-22 | 2010-09-28 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US7566460B2 (en) | 1995-06-22 | 2009-07-28 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
US20060263396A1 (en) * | 1995-06-22 | 2006-11-23 | 3M Innovative Properties Company | Stable hydroalcoholic compositions |
KR100297417B1 (en) * | 1996-03-12 | 2002-07-12 | 아돌러 코포레이션 | Film-forming compositions of antihyperalgesic opiates and method of treating hyperalgesic conditions therewith |
AU715912B2 (en) * | 1996-03-12 | 2000-02-10 | Adolor Corporation | Film-forming compositions of antihyperalgesic opiates and method of treating hyperalgesic conditions therewith |
WO1997033634A1 (en) * | 1996-03-12 | 1997-09-18 | Adolor Corporation | Film-forming compositions of antihyperalgesic opiates and method of treating hyperalgesic conditions therewith |
US20080108704A1 (en) * | 1997-01-09 | 2008-05-08 | 3M Innovative Properties Company | Hydroalcoholic compositions thickened using polymers |
US20030215418A1 (en) * | 1997-01-09 | 2003-11-20 | 3M Innovative Properties Company | Hydroalcoholic compositions thickened using polymers |
US8062649B2 (en) | 1997-01-09 | 2011-11-22 | 3M Innovative Properties Company | Hydroalcoholic compositions thickened using polymers |
US5997893A (en) * | 1998-01-20 | 1999-12-07 | Ethicon, Inc. | Alcohol based anti-microbial compositions with cosmetic appearance |
US6248343B1 (en) | 1998-01-20 | 2001-06-19 | Ethicon, Inc. | Therapeutic antimicrobial compositions |
US5972358A (en) * | 1998-01-20 | 1999-10-26 | Ethicon, Inc. | Low tack lotion, gels and creams |
US6022551A (en) * | 1998-01-20 | 2000-02-08 | Ethicon, Inc. | Antimicrobial composition |
US6080416A (en) * | 1998-01-20 | 2000-06-27 | Ethicon, Inc. | Low tack lotion, gels and creams |
US6417154B1 (en) | 1998-05-30 | 2002-07-09 | Kimberly-Clark Worldwide, Inc. | Sorbent material |
US6562777B2 (en) | 1998-05-30 | 2003-05-13 | Kimberly-Clark Worldwide, Inc. | Sorbent material |
US6355583B1 (en) | 1998-05-30 | 2002-03-12 | Kimberly-Clark Worldwide, Inc. | Multi-functional sorbent material |
US6183766B1 (en) | 1999-02-12 | 2001-02-06 | The Procter & Gamble Company | Skin sanitizing compositions |
US6423329B1 (en) | 1999-02-12 | 2002-07-23 | The Procter & Gamble Company | Skin sanitizing compositions |
US6228385B1 (en) | 1999-03-15 | 2001-05-08 | Kimberly-Clark Worldwide Inc. | Liquid antimicrobial, skin moisturizing formulation |
US6107268A (en) * | 1999-04-16 | 2000-08-22 | Kimberly-Clark Worldwide, Inc. | Sorbent material |
US6861397B2 (en) | 1999-06-23 | 2005-03-01 | The Dial Corporation | Compositions having enhanced deposition of a topically active compound on a surface |
US20030125224A1 (en) * | 1999-06-23 | 2003-07-03 | Seitz Earl P. | Compositions having enhanced deposition of a topically active compound on a surface |
US6451748B1 (en) | 1999-06-23 | 2002-09-17 | The Dial Corporation | Compositions containing a high percent saturation concentration of antibacterial agent |
WO2000078275A3 (en) * | 1999-06-23 | 2001-09-27 | Dial Corp | Antibacterial compositions |
WO2000078275A2 (en) * | 1999-06-23 | 2000-12-28 | The Dial Corporation | Antibacterial compositions |
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